An efficient formal synthesis of (S)-dapoxetine from enantiopure 3-hydroxy azetidin-2-one

被引：33

作者：

Chincholkar, Pinak M. ^{[2
]}

Kale, Ajaykumar S. ^{[2
]}

Gumaste, Vikas K. ^{[2
]}

Deshmukh, Abdul Rakeeb A. S. ^{[1
]}

机构：

[1] Res Support Int Ltd, Majiwada 400610, Thane West, India

[2] Natl Chem Lab, Div Organ Chem, Pune 411008, Maharashtra, India

来源：

TETRAHEDRON | 2009年 / 65卷 / 12期

关键词：

Enantioselective synthesis; beta-Lactams; Azetidin; 2; ones; Reduction; Staudinger reaction; BETA-LACTAMS; STEREOSELECTIVE-SYNTHESIS; ASYMMETRIC-SYNTHESIS; STEREOCONTROLLED SYNTHESIS; BUILDING-BLOCKS; SYNTHON; ACIDS; (+)-(1S,2S)-2-AMINO-1-PHENYLPROPAN-1,3-DIOL; CYCLOADDITION; ALCOHOLS;

D O I：

10.1016/j.tet.2008.11.042

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An efficient formal synthesis of S-(+) dapoxetine starting from 3-hydroxy azetidin-2-one is described. The intermediate (S)-3-(dimethyl amino)-3-phenylpropan-1-ol was synthesized in enantiopure form starting with 3-hydroxy azetidin-2-one in seven steps. (c) 2008 Elsevier Ltd. All rights reserved.

引用

页码：2605 / 2609

页数：5

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